Gramicidin from Bacillus aneurinolyticus (Bacillus brevis)

SIGMA/G5002 - Linear polypeptide antibiotic complex. A mixture of gramicidins A, B, C, and D.

CAS Number: 1405-97-6
EC Number: 215-790-4
MDL Number: MFCD00131232
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-G5002-100MG	100 mg	$24.20 1/EA	Add To Favorites
45-G5002-500MG	500 mg	$70.50 1/EA	Add To Favorites
45-G5002-1G	1 g	$124.00 1/EA	Add To Favorites
45-G5002-5G	5 g	$487.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: G5002-100MG

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	Gram-negative bacteria
	Gram-positive bacteria
InChI	1S/C99H140N20O17/c1-51(2)37-73(109-86(123)59(17)107-81(122)49-105-96(133)82(55(9)10)106-50-121)89(126)108-60(18)87(124)117-84(57(13)14)98(135)119-85(58(15)16)99(136)118-83(56(11)12)97(134)116-80(44-64-48-104-72-34-26-22-30-68(64)72)95(132)112-76(40-54(7)8)92(129)115-79(43-63-47-103-71-33-25-21-29-67(63)71)94(131)111-75(39-53(5)6)91(128)114-78(42-62-46-102-70-32-24-20-28-66(62)70)93(130)110-74(38-52(3)4)90(127)113-77(88(125)100-35-36-120)41-61-45-101-69-31-23-19-27-65(61)69/h19-34,45-48,50-60,73-80,82-85,101-104,120H,35-44,49H2,1-18H3,(H,100,125)(H,105,133)(H,106,121)(H,107,122)(H,108,126)(H,109,123)(H,110,130)(H,111,131)(H,112,132)(H,113,127)(H,114,128)(H,115,129)(H,116,134)(H,117,124)(H,118,136)(H,119,135)/t59-,60-,73+,74+,75+,76+,77-,78-,79-,80-,82-,83-,84+,85-/m0/s1
InChI key	ZWCXYZRRTRDGQE-SORVKSEFSA-N
mode of action	cell membrane \| interferes
	enzyme \| inhibits
Quality Level	200
SMILES string	[nH]1c2c(c(c1)C[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC=O)C(C)C)C)CC(C)C)C)C(C)C)C(C)C)C(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc7c8c([nH]c7)cccc8)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc5c6c([nH]c5)
storage temp.	2-8°C

Application:	Gramicidin from Bacillus aneurinolyticus (Bacillus brevis) has been used as a control to measure the rate of diffusion of protonated β-lactams through the lipid bilayer in liposome swelling assay. It has also been used as an analyte for the purpose of infrared laser desorption or ionization from silicon.
Biochem/physiol Actions:	Linear polypeptide antibiotic mixture of gramicidin A, B, C, and D.
Biochem/physiol Actions:	Linear polypeptide antibiotic mixture of gramicidin A, B, C, and D. Gramicidin A acts as neutral carrier and helps in the establishment of ion flux across the lipid bilayer.
Biochem/physiol Actions:	Linear polypeptide antibiotic, a mixture of gramicidin A, B, C, and D. Gramicidin D, a channel-forming ionophore that flip-flops slowly across the membrane is a known Pgp substrate and surprisingly was found to inhibit Pgp ATPase activity. This inhibition was reversed by other Pgp substrates suggesting a common drug binding site among MDR substrate-type drugs and chemosensitizers.
General description:	Chemical structure: peptide
General description:	Gramicidin A is a linear pentadecapeptide antibiotic produced by Bacillus brevis. The transmembrane protein contains a left-handed helix with alternating L and D residues.
Packaging:	1, 5 g in glass bottle
Packaging:	100, 500 mg in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Storage Temp.	2-8°C
UNSPSC	12161501

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